In vitro Evaluation of Crude Extracts and Isolated Compounds from Goniothalamus rongklanus and Goniothalamus latestigma for Bioactive Properties

Jump To References Section

Authors

  • Faculty of Science, Laboratory of Natural Products, Center of Excellence for Innovation in Chemistry, Lampang Rajabhat University, 52100 Lampang ,TH
  • Faculty of Science, Laboratory of Natural Products, Center of Excellence for Innovation in Chemistry, Lampang Rajabhat University, 52100 Lampang ,TH
  • The Forest Herbarium, Department of National Park, Wildlife and Plant Conservation, Ministry of Natural Resources and Environment, 10900 Bangkok ,TH

DOI:

https://doi.org/10.18311/jnr/2019/23766

Keywords:

Antibacterial Activity, Anti-HIV-1 RT, Cytotoxicity, Goniothalamus rongklanus, Goniothalamus lagestima
Natural Product Chemistry

Abstract

The genus Goniothalamus belongs to the Annonaceae family. The pure compounds from Goniothalamus rongklanus and Goniothalamus latestigma were isolated by repeated column chromatography. The structures were recognized by NMR spectral methods. The chemical compounds of ethyl acetate extract (EtOAc) from the stems of G. rongklanus were identified as goniotriol (1) and stigmasterol glucoside (2). The EtOAc leaves extract of G. latestigma yielded a compound, which was identified as pinocembrin (3). The ethyl acetate (EtOAc) and methanol (MeOH) extract were tested for anti-HIV-1 RT and cytotoxic activities against P-388, KB, HT 29, MCF-7, A 549, ASK and CL cell lines. The EtOAc and MeOH extract of G. rongklanus showed evidence of anti-HIV-1 RT inhibition at 76.44 and 88.48 %, respectively. The EtOAc extract of G. rongklanus and G. latestigma showed cytotoxic activities on KB and HT 29 with an ED50 at <4 μg/mL. In addition, antibacterial study on extracts and isolated compounds was also performed. Antibacterial study was evaluated using nine strains (Staphylococcus aureus, Enterobacter aerogenes, Escherichia coli 0157: H7, Escherichia coli (ETEC), Escherichia coli (EPEC), Proteus mirabilis, Salmonella typhimuriam, Shigella flexneri and Vibrio cholera) by Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) method. Goniotriol was the most effective antibacterial with a MIC in the range <0.16 - 0.6 mg/mL and MBC in the range 0.3 - >5 mg/mL. The antibacterial activity of goniotriol has been reported for the first time.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Downloads

Published

2019-09-18

How to Cite

Funnimid, N., Pompimon, W., & Nuntasaen, N. (2019). <i>In vitro</i> Evaluation of Crude Extracts and Isolated Compounds from <i>Goniothalamus rongklanus</i> and <i>Goniothalamus latestigma</i> for Bioactive Properties. Journal of Natural Remedies, 19(3), 146–152. https://doi.org/10.18311/jnr/2019/23766

Issue

Section

Research Articles
Received 2019-05-29
Accepted 2019-08-14
Published 2019-09-18

 

References

Saunders RM, Chalermglin P. A synopsis of Goniothalamus species (Annonaceae) in Thailand, with descriptions of three new species. Botanical Journal of the Linnean Society. 2008; 156(3):355–84. https://doi.org/10.1111/j.1095-8339.2007.00762.x

Jiang MM, Feng YF, Gao H, Zhang X, Tang JS, Yao XS. Three new bis styryllactones from Goniothalamus cheliensis. Fitoterapia. 2011; 82(4):524–7. https://doi.org/10.1016/j.fitote.2010.11.014. PMid:21075179

Li X, Chang CJ. Antitumor cytotoxicity and stereochemistry of polyketides from Goniothalamus amuyon. Natural Product Letters. 1996; 8(3):207–15. https://doi.org/10.1080/10575 639608044895

The National Identity Office. The National Identity Office, Endemic and Rare Plants of Thailand, Bangkok. 2000; 50-1.

Wattanapiromsakul C, Wangsintaweekul B, Sangprapan P, Itharat A, Keawpradub N. Goniothalamin, a cytotoxic compound, isolated from Goniothalamus macrophyllus (Blume) Hook. f. & Thomson var. macrophyllus. Songklanakarin Journal of Science and Technology. 2005; 27(2):479–87.

Abdullah N, Sahibul-Anwar H, Ideris S, Hasuda T, Hitotsuyanagi Y, Takeya K, Diederich M, Choo CY. Goniolandrene A and B from Goniothalamus macrophyllus. Fitoterapia. 2013; 88:1–6. https://doi.org/10.1016/j.fitote.2013.03.028. PMid:23570840

Wiart C. Goniothalamus species: a source of drugs for the treatment of cancers and bacterial infections. Evidence-based Complementary and Alternative Medicine. 2007; 4(3):299– 311. https://doi.org/10.1093/ecam/nem009. PMid:17965760. PMCid:PMC1978243

Choo CY, Abdullah N, Diederich M. Cytotoxic activity and mechanism of action of metabolites from the Goniothalamus genus. Phytochemistry Reviews. 2014; 13(4):835–51. https://doi.org/10.1007/s11101-014-9372-2

Iqbal E, Lim LB, Salim KA, Faizi S, Ahmed A, Mohamed AJ. Isolation and characterization of aristolactam alkaloids from the stem bark of Goniothalamus velutinus (Airy Shaw) and their biological activities. Journal of King Saud University-Science. 2018; 30(1):41–8. https://doi.org/10.1016/j.jksus.2016.12.008

Thanuphol P, Asami Y, Shiomi K, Wongnoppavich A, Tuchinda P, Soonthornchareonnon N. Marcanine G, a new cytotoxic 1-azaanthraquinone from the stem bark of Goniothalamus marcanii Craib. Natural product research. 2018; 32(14):1682–9. https://doi.org/10.1080/14786419.2017.1396588. PMid:29098873

Rasol NE, Ahmad FB, Lim XY, Chung FFL, Leong CO, Mai CW, Ismail NH. Cytotoxic lactam and naphthoquinone alkaloids from roots of Goniothalamus lanceolatus Miq. Phytochemistry Letters. 2018; 24: 51–5. https://doi.org/10.1016/j.phytol.2018.01.009

Lekphrom R, Kanokmedhakul S, Kanokmedhakul K. Bioactive styryllactones and alkaloid from flowers of Goniothalamus laoticus. Journal of Ethnopharmacology. 2009; 125(1):47–50. https://doi.org/10.1016/j.jep.2009.06.023. PMid:19573585

Prawat U, Chaimanee S, Butsuri A, Salae AW, Tuntiwachwuttikul P. Bioactive styryllactones, two new naphthoquinones, and one new styryllactone, and other constituents from Goniothalamus scortechinii. Phytochemistry Letters. 2012; 5(3):529–34. https:// doi.org/10.1016/j.phytol.2012.05.007

Suchaichit N, Kanokmedhakul K, Panthama N, Poopasit K, Moosophon P, Kanokmedhakul S. A 2H-tetrahydropyran derivative and bioactive constituents from the bark of Goniothalamus elegants Ast. Fitoterapia. 2015; 103: 206–12. https://doi.org/10.1016/j.fitote.2015.04.005. PMid:25865074

Reutrakul V, Anantachoke N, Pohmakotr M, Jaipetch T, Sophasan S, Yoosook C, Kasisit J, Napaswat C, Santisuk T, Tuchinda P. Cytotoxic and anti-HIV-1 caged xanthones from the resin and fruits of Garcinia hanburyi. Planta Medica. 2007; 73(01):33–40. https://doi.org/10.1055/s-2006-951748. PMid:17117343

Chailungka A, Junpirom T, Pompimon W, Nuntasaen N, Meepowpan P. Two flavonoids first isolated from the seed of Syzygium nervosum and preliminary study of their anticancer and anti-HIV-1 reverse transcriptase activities. Maejo International Journal of Science and Technology. 2017; 11(01):58–67.

Thiplueang C, Punyanitya S, Udomputtimekakul P, Buayairaksa M, Nuntasaen N, Banjerdpongchai R, Wudtiwai B, Pompimon W. Sawtehtetronenin and its cytotoxicity from Goniothalamus sawtehii. Natural Products Communication. 2014; 9(12):1769– 71. https://doi.org/10.1177/1934578X1400901228

Nath K, Talukdar AD, Bhattacharya MK, Bhowmik D, Chetri S, Choudhury D, Mitra A, Bhattacharjee A. Antibacterial activity of certain ferns against multi drug resistant organisms. Journal of Natural Remedies. 2018; 17(4):144–53. https://doi. org/10.18311/jnr/2017/15758

Khatun M, Billah M, Quader MA. Sterols and sterol glucoside from Phyllanthus species. Dhaka University Journal of Science. 2012; 60(1):5–10. https://doi.org/10.3329/dujs.v60i1.10327

Abdullah A, Zakaria Z, Ahmad FB, Mat-Salleh K, Din LB. Chemical constituents from the fruit peel of goniothalamus scortechinii. Sains Malaysiana. 2009; 38(3):365–9.

Napal GND, Carpinella MC, Palacios SM. Antifeedant activity of ethanolic extract from Flourensia oolepis and isolation of pinocembrin as its active principle compound. Bioresource Technology. 2009; 100(14):3669–73. https://doi. org/10.1016/j.biortech.2009.02.050. PMid:19342224

Most read articles by the same author(s)